We characterize generalized Douglas-Weyl Randers metrics in terms of their Zermelo navigation data. Then, we study the Randers metrics induced by some important classes of almost contact metrics. Furthermore, we construct a family of generalized Douglas-Weyl Randers metrics which are not R-quadratic. We show that the Randers metric induced by a Kenmotsu manifold is a Douglas metric which is not of isotropic S-curvature. We show that the Randers metric induced by a Kenmotsu or Sasakian manifold is not Einsteinian. By using D-homothetic deformation of a Kenmotsu or Sasakian manifold, we construct a family of generalized Douglas-Weyl Randers metrics and show that the Lie group of projective transformations does not act transitively on the set of generalized Douglas-Weyl Randers metrics.